There would be a decent amount of custom work to a swap like this. Doing a supercharger is a different story than doing a custom trans swap of this kind. A supercharger does not serve as a structural member of any sort. A transmission bellhousing and the input shaft need to be able to withstand lots of torque and other various forces. In other words, they need to be made very strong; which is in a whole other class compared to a custom supercharger or turbocharger. The best person for a job like this would be a fella who is a knowledgeable CNC machinist and tool maker who happens to spend weekends wrenching on cars. That would be the proper mix of skills to be able to get a job like this done at the DIY level. A person could farm parts of the project out but it would get extremely expensive real quick.
As I have said many times before, the trans functions can be turned off in the tune. Also, the various CEL's that will still be thrown can be turned off manually in the tune at the SCT Programmer level (that is higher access than any SCT dealer has). I have done the swap with a different vehicle with the same PCM, same transmission, different motor, and similar tuning.
To even make a swap like this worth it you better be pushing some serious power otherwise it will be a big waste of time and money due to its complexities.